I'm having the same issue, I've un-enrolled the device. So close but frustrated as the app pushed out successfully to one iPad. I'm thinking it has something to do with the fact that I had two ipads with the same name. I've renamed the device and still no luck.
I've had a similar issue with OS X 10.9.4 with JSS 9.31.
I've seen it on dozens of devices. No idea what causes it, but it's a major problem. The only workaround we've seen is to go into the JSS, find the ipad in mobile devices, and (i think I have this right) go to the History tab, then Apps, then Pending, and clear them.
When you have 50 devices doing it at once, it takes forever. Completely unacceptable, but like I said, major problem.
I finally cleared out the pending, it helped. I don't have a good workflow yet for pushing out apps.
Posted a relevant feature request for a clear all pending button.
https://jamfnation.jamfsoftware.com/featureRequest.html?id=2555
It's working, thanks for the information!!!
I've got purchased VPP apps stuck in pending. I clear out the orders in jss and then they change to Install. I click on those and then they just go back to pending. Any suggestions?
I assume it is working for some iPads and not others?
When looking at the user assigned to the iPad, does it show True that 'the device assigned to the user is logged in to iTunes with the Apple ID that was used to register with VPP'?
What iOS version is installed on the iPads in question? Are they Supervised? Do you have one in front of you when you test it? If so, do you see any prompts pop up or partial/stuck installs?
thanks,
chris